[H-].[Na+].CCOP([O:11][C:12]([CH3:14])=[O:13])(OCC)=O.[CH:15]1[C:20]2[CH2:21][CH2:22][CH2:23][CH2:24][CH:25]([CH2:26][CH:27]=O)[C:19]=2[CH:18]=[CH:17][CH:16]=1.[Cl-].[NH4+].[CH:31]1C=CC=C[CH:32]=1>>[CH:15]1[C:20]2[CH2:21][CH2:22][CH2:23][CH2:24][CH:25]([CH2:26][CH:27]=[CH:14][C:12]([O:11][CH2:31][CH3:32])=[O:13])[C:19]=2[CH:18]=[CH:17][CH:16]=1A suspension of sodium hydride (60%, 0.130 g) in anhydrous benzene (5 ml) was slowly added with diethyl phosphonoacetate (0.750 g) at 0° C., and the mixture was stirred at 0° C. for 10 minutes. The mixture was added with a solution of (6,7,8,9-tetrahydro-5H-5-benzocycloheptenyl)acetaldehyde (0.419 g) in anhydrous benzene (5 ml), and the mixture was stirred at 0° C. for 5 minutes, and then refluxed overnight by heating. The reaction mixture was left to cool and then added with saturated aqueous ammonium chloride, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine, and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (developing solvent: ethyl acetate:n-hexane=1:300) to obtain the title compound (0.544 g, yield: 94%).
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